You will likely pay less than half the addition cost, be able to obtain convention f/f financing, will not have to do the work, will not have to deal with a construction zone, will not have cash outlay months before first associated income, etc.  

We have 3 decks overlooking the lake so it is important to keep up on that stuff.Of course you can always pay the handy person to do a quarterly walk through.

Do you prefer your tenant shut down his business and stop paying you rent because they have no income?

A lot of our clients that do it are more interested in the returns and less interested in the work itself.

Also u have to try to make sure they are paying their suppliers.A few years back I was building a housing subdivision and my underground guy was giving me pause.and So we checked with his pipe supplier and his Gravel supplier..

Begin with small, easy-to-manage homes like single ones or two-family homes, or try house hacking to help pay your mortgage.

Don't let it stop you from investing in the future. in the meantime, how much personal cash flow do you have to pay the mortgages?

My plan was to start selling a house or 2, in maybe 8 months once the tenant pays down the mortgages a bit more.

At least for Ohio, it typically makes more sense to form an Ohio LLC, but plenty of my clients use LLCs from other states for Ohio holdings too. 

I'm not familiar with your city but I've seen similar group homes pay up to 5x the standard rent and sign longer leases like 3-5 years.